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Improved Synthesis of Oligomeric Sulfone‐Based Phthalonitriles
Author(s) -
Laskoski Matthew,
Keller Teddy M.,
RicksLaskoski Holly L.,
Giller Carl B.,
Hervey Judson
Publication year - 2015
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201500198
Subject(s) - phthalonitrile , sulfonyl , polymer chemistry , sulfone , monomer , polymer , solvent , thermal stability , toluene , chemistry , bisphenol a , benzoyl peroxide , materials science , organic chemistry , alkyl , phthalocyanine , epoxy
An improved method has been developed to produce an oligomeric sulfonyl‐containing phthalonitrile with better processability. The oligomeric phthalonitrile monomer is prepared from the reaction of an excess amount of bisphenol A with 4‐(chlorophenyl)sulfone in the presence of a mixed base system (NaOH/K 2 CO 3 ) in a dimethylsulfoxide/toluene solvent mixture, followed by end‐capping with 4‐nitrophthalonitrile in a two‐step, one‐pot reaction. This phthalonitrile resin exhibits lower viscosities than previously reported systems for molding into various shapes. After being thermally cured to yield crosslinked polymers, this sulfonyl‐based polymer demonstrates superb mechanical properties and thermo‐oxidative stability, absorbs less than 1.0 weight percent water, and maintains good dielectric properties.